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Diplacine - CAS 19918-85-5 Catalog number: BADC-00047
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Diplacine is a nicotinic cholinoreceptor antagonist at the neuromuscular junction.
Category
ADCs Cytotoxin
Product Name
Diplacine
CAS
19918-85-5
Catalog Number
BADC-00047
Molecular Formula
C26H42Cl2N2O6
Molecular Weight
549.53
Target
Ordering Information
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| BADC-00047 | -- | $-- |
Description
Diplacine is a nicotinic cholinoreceptor antagonist at the neuromuscular junction.
Synonyms
Diplacin; Diplacine Dichloride; 4-[2-[3-[2-[1-hydroxy-7-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-4-ium-4-yl]ethoxy]phenoxy]ethyl]-7-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-4-ium-1-ol; dichloride; diplatsin; 1H-Pyrrolizinium, 4,4'-(m-phenylenebis(oxyethylene))bis(hexahydro-1-hydroxy-7-(hydroxymethyl)-, dichloride; 1H-Pyrrolizinium,4,4'-[1,3-phenylenebis(oxy-2,1-ethanediyl)]bis[hexahydro-1-hydroxy-7-(hydroxymethyl)-,dichloride (9CI); 4,4'-(2,2'-(1,3-Phenylenebis(oxy))bis(ethane-2,1-diyl))bis-(1-hydroxy-7-(hydroxymethyl)octahydropyrrolizinium) chloride; 4,4'-[1,3-Phenylenebis(oxy-2,1-ethanediyl)]bis[1-h ydroxy-7-(hydroxymethyl)hexahydro-1H-pyrroliziniu; 4,4'-[1,3-Phenylenebis(oxyethane-2,1-diyl)]bis[1-hydroxy-7-(hydroxymethyl)hexahydro-1H-pyrrolizin-4-ium] dichloride; 4,4'-[1,3-phenylenebis(oxyethane-2,1-diyl)]bis[1-hydroxy-7-(hydroxymethyl)hexahydro-1H-pyrrolizinium] dichloride; 4-[2-(3-{2-[1-hydroxy-7-(hydroxymethyl)perhydropyrrolizin-4-yl]ethoxy}phenoxy) ethyl]-7-(hydroxymethyl)perhydropyrrolizin-1-ol, chloride, chloride
IUPAC Name
4-[2-[3-[2-[1-hydroxy-7-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-4-ium-4-yl]ethoxy]phenoxy]ethyl]-7-(hydroxymethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-4-ium-1-ol; dichloride
Canonical SMILES
C1C[N+]2(CCC(C2C1CO)O)CCOC3=CC(=CC=C3)OCC[N+]45CCC(C4C(CC5)O)CO.[Cl-].[Cl-]
InChI
InChI=1S/C26H42N2O6.2ClH/c29-17-19-4-8-27(10-6-23(31)25(19)27)12-14-33-21-2-1-3-22(16-21)34-15-13-28-9-5-20(18-30)26(28)24(32)7-11-28; /h1-3,16,19-20,23-26,29-32H,4-15,17-18H2; 2*1H/q+2; /p-2
InChIKey
RUNACLFUDAJMTR-UHFFFAOYSA-L
Solubility
In water, ethanol
Melting Point
182-189 °C.
Application
ADCs Cytotoxin
Appearance
White powder.
Purity
97% (TLC)
Shipping
Room temperature
Storage
in dark, cool placesoluble in weak acidic solvent
1. Ontogenesis of transcallosal responses in cats: I. Formation of interhemispheric connections in kittens in the first month of life
V L Bianki, I A Makarova Int J Neurosci . 1987 Apr;33(3-4):125-40. doi: 10.3109/00207458708987397.
In acute experiments on kittens at the age of 1 to 30 days, anaesthesized with nembutal and immobilized with diplacine, multiple transcallosal response (TCR) recording from different cortical areas was performed. In 2-15-day kittens homotopical TCRs appeared earlier, were wider represented, and revealed a greater configuration maturity and amplitude-time parameters in associative (parietal and sensorimotor) areas as compared to projection (somatosensory, visual and auditory) zones. It has been established that interhemispheric relations in the kitten associative cortex are mediated, not only by the callosal, but also by the extracallosal system, which was evidenced by the presence of late negative components preserved after callosotomy. The results of per-layer analysis of interhemispheric responses in 1 month kittens have shown that in the parietal cortex, in the course of development, the drains of surface-positive oscillation shifted from the V to the III layer, whereas the drain of surface-negative deviation remained at the level of II-III layers. The late component was registered at the depth of layers III-IV, having a drain in the I-II layers. In the sensorimotor cortex, the surface-negative oscillation had a drain in the I-II layers, whereas the surface-positive oscillation had a drain in the II and V-VI layers. The data obtained reflect the dynamics of the formation of interhemispheric relations in the first-month-of-life kittens and testify to an increased level of their integrative interaction.
2. [Microionophoretic study of the cholinoceptor neurons of the visual cortex of cats]
V D Perkhurova Neirofiziologiia . 1975;7(3):320-3.
The optic cortex unit responses to the microionophoretic acetylcholine application were studied in acute experiments on unanesthetized cats restrained with diplacine. Of total amount of registered units 59% were sensitive to acetylcholine and revealed excitative (predominantly) or inhibitory responses.
3. [Seasonal changes in cutaneous blood vessel tone in the frog Rana esculenta]
T E Kochetenko, V A Tsybenko Zh Evol Biokhim Fiziol . 1975 Mar-Apr;11(2):153-8.
Experiments have been carried out on frogs immobilized by diplacine. The diameter of arteries and veins in the web was measured before and after sectioning the sciatic nerve. Denervation of the hindlimb resulted in dilatation of web vessels, which was different at various seasons. Changes in the arterial tone were found to be polyphasic. The highest tone was observed in March, April and September, the lowest one-in May, August, October and January. Changes in the venous tone are less pronounced and follow biphasic pattern, the tone being increased in spring and summer and decreased in autumn and winter. Stimulation of the peripheral end of the sectioned nerve leads to the constriction of web vessels, its amplitude being dependent on the level of vascular tone at the given period of year. It is suggested that seasonal changes in the tone of cutaneous arteries are partially based on changes in the reactivity of the blood vessels.
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